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EP0918901B1 - Use of textile finishing agents - Google Patents

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Publication number
EP0918901B1
EP0918901B1 EP97937560A EP97937560A EP0918901B1 EP 0918901 B1 EP0918901 B1 EP 0918901B1 EP 97937560 A EP97937560 A EP 97937560A EP 97937560 A EP97937560 A EP 97937560A EP 0918901 B1 EP0918901 B1 EP 0918901B1
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EP
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Prior art keywords
carbon atoms
alkyl
fatty acid
esterquats
formula
Prior art date
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EP97937560A
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German (de)
French (fr)
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EP0918901A1 (en
Inventor
Bernd Wahle
Günter Uphues
Yvonne Reichert
Rafael Pi Subirana
Terese Copete Vidal
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BASF Personal Care and Nutrition GmbH
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Cognis Deutschland GmbH and Co KG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/461—Quaternised amin-amides from polyamines or heterocyclic compounds or polyamino-acids
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/645—Mixtures of compounds all of which are cationic
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • D06M13/47—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds
    • D06M13/473—Compounds containing quaternary nitrogen atoms derived from heterocyclic compounds having five-membered heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions

Definitions

  • ester quats generally means quaternized fatty acid triethanolamine ester salts. These are known substances that can be obtained using the relevant methods of preparative organic chemistry. In this connection, reference is made to international patent application WO 91/01295 (Henkel), according to which triethanolamine is partially esterified with fatty acids in the presence of hypophosphorous acid, air is passed through and then quaternized with dimethyl sulfate or ethylene oxide.
  • ester quats in which R 1 CO is an acyl radical having 6 to 22 carbon atoms, preferably an acyl radical derived from the fatty acid mixture containing tallow fatty acid, R 2 is hydrogen or R 1 CO, R 4 , R 6 and R 7 are, independently of one another, alkyl radicals having 1 up to 4 carbon atoms, m and n in total represent 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
  • the use according to the invention gives textile fabrics, preferably blue denim fabrics, not only a pleasant soft grip, but also reliably protects against yellowing.
  • the invention therefore relates to the use of the mixtures as finishing agents for simultaneous softening and yellowing stabilization of textile fabrics.
  • the means themselves are usually in the form of aqueous solutions or pastes with an active substance content in the range of 5 to 30% by weight. To adjust the viscosity, they can also contain, for example, electrolyte salts.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)

Description

Gebiet der ErfindungField of the Invention

Die Erfindung betrifft die deren Verwendung zur Avivage und Vergilbungsstabilisierung von Geweben von neuen Mitteln zur Ausrüstung von textilen Flächengebilden auf Basis von Esterquats und quaternierten Fettsäureimidazolinen.The invention relates to their use for softening and yellowing stabilization of fabrics of new agents for finishing textile fabrics based on esterquats and quaternized fatty acid imidazolines.

Stand der TechnikState of the art

Die Ausrüstung von Garnen, Stoffen, Geweben bis hin zu den fertigen Textilien umfaßt ein komplexes Anforderungsprofil. Die wichtigste Eigenschaft, über die Ausrüstungsmittel verfügen müssen, besteht darin, den Textilien einen angenehmen Weichgriff zu verleihen. Für diesen Zweck werden in der Regel kationische Tenside eingesetzt, unter denen die Esterquats wegen ihrer guten ökologischen Verträglichkeit eine besondere Bedeutung besitzen. Die Avivage kann dabei sowohl im Rahmen der textilen Vor- wie Nachbehandlung erfolgen. Eine weitere Forderung besteht darin, Textilien gegen Verschmutzung zu schützen, wozu man üblichen Wäschennachbehandlungsmitteln Polymere vom Typ der sogenannten "soil repellants" zusetzt. Ein dritter wichtiger Gesichtspunkt ist die Stabilisierung von Geweben gegenüber dem Einfluß von Ozon, welcher insbesondere bei Blue Denim sehr leicht zu einer Vergilbung führt. Diese Anforderung erfüllen die Mittel des Stands der Technik bislang jedoch nicht zufriedenstellend.The finishing of yarns, fabrics, fabrics up to the finished textiles includes a complex Requirements profile. The most important property that equipment must have is in giving the textiles a pleasant soft feel. Usually for this purpose cationic surfactants are used, among which the esterquats because of their good ecological compatibility have a special meaning. The finish can be used both in the textile Before and after treatment. Another requirement is textiles against pollution to protect what are usual laundry aftertreatment polymers of the so-called "soil repellants" is added. A third important aspect is the stabilization of tissues compared to the influence of ozone, which is particularly easy to achieve with blue denim Yellowing leads. However, the means of the prior art have not yet met this requirement satisfactory.

Die Aufgabe der Erfindung hat somit darin bestanden, textilen Flächengebilden, also Garnen, Geweben und fertigen Textilien, insbesondere aber Blue Denim-Gewebe und daraus hergestellten Jeans, gleichzeitig einen angenehmen Weichgriff zu verleihen und gegen Vergilbung auszurüsten. The object of the invention was therefore to textile fabrics, i.e. yarns, fabrics and finished textiles, but especially Blue denim fabric and jeans made from it, at the same time to give a pleasant soft feel and equip against yellowing.

Beschreibung der ErfindungDescription of the invention

Gegenstand der Erfindung ist die Verwendung von Textilausrüstungsmittel, enthaltend

  • (a) Esterquats und
  • (b) quaternierte Fettsäureimidazoline, gemäß Anspruch 1.
    • The invention relates to the use of textile finishing agents containing
  • (a) Esterquats and
  • (b) quaternized fatty acid imidazolines, according to claim 1.

    • Überraschenderweise wurde gefunden, daß Mischungen aus Esterquats und quaternierten Fettsäureimidazolinen, insbesondere dann, wenn sich der Fettsäurerest der Komponente (b) von der Ölsäure ableitet, textilen Flächengebilden und vorzugsweise Blue Denim-Gewebe nicht nur einen angenehmen Weichgriff verleiht, sondern diese auch zuverlässig gegen Vergilbung stabilisiert.Surprisingly, it was found that mixtures of esterquats and quaternized fatty acid imidazolines, especially when the fatty acid residue of component (b) differs from the Oleic acid drains off textile fabrics and preferably blue denim fabric not just one gives pleasant soft grip, but also reliably stabilized against yellowing.

    Die DE-A-3 904 754 beschreibt Textilausrüstungsmittel, welche Esterquats und quaternierte Fettsäureimidazoline enthalten zur Vebesserung der Weichheit und der antistatischen Eigenschaften.DE-A-3 904 754 describes textile finishing agents which Contain ester quats and quaternized fatty acid imidazolines to improve softness and antistatic properties.

    EsterquatsEsterquats

    Unter der Bezeichnung "Esterquats" werden im allgemeinen quaternierte Fettsäuretriethanolaminestersalze verstanden. Es handelt sich dabei um bekannte Stoffe, die man nach den einschlägigen Methoden der präparativen organischen Chemie erhalten kann. In diesem Zusammenhang sei auf die internationale Patentanmeldung WO 91/01295 (Henkel) verwiesen, nach der man Triethanolamin in Gegenwart von unterphosphoriger Säure mit Fettsäuren partiell verestert, Luft durchleitet und anschließend mit Dimethylsulfat oder Ethylenoxid quaterniert. Stellvertretend für den umfangreichen Stand der Technik sei an dieser Stelle auf die Druckschriften US 3,915,867, US 4,370,272, EP-A2 0 239 910, EP-A2 0 293 955 A2, EP-A2 0 295 739 und EP-A2 0 309 052 A2 verwiesen. Übersichten zum Thema Esterquats sind beispielsweise von O.Ponsati in C.R. CED-Kongress, Barcelona, 1992, S.167 , R.Puchta et al. in Tens.Surf.Det., 30, 186 (1993), M.Brock in Tens.Surf.Det. 30, 394 (1993) und R.Lagerman et al. in J.Am.Oil.Chem.Soc., 71, 97 (1994) erschienen.The term "ester quats" generally means quaternized fatty acid triethanolamine ester salts. These are known substances that can be obtained using the relevant methods of preparative organic chemistry. In this connection, reference is made to international patent application WO 91/01295 (Henkel), according to which triethanolamine is partially esterified with fatty acids in the presence of hypophosphorous acid, air is passed through and then quaternized with dimethyl sulfate or ethylene oxide. As representative of the extensive state of the art, reference is made to the documents US 3,915,867, US 4,370,272, EP-A2 0 239 910, EP-A2 0 293 955 A2, EP-A2 0 295 739 and EP-A2 0 309 052 A2 . Overviews on the subject of esterquats are, for example, by O.Ponsati in CR CED Congress, Barcelona, 1992, p.167 , R.Puchta et al. in Tens.Surf.Det., 30 , 186 (1993) , M.Brock in Tens.Surf.Det. 30, 394 (1993) and R. Lagerman et al. in J.Am.Oil.Chem.Soc., 71, 97 (1994) .

    Die quaternierten Fettsäuretriethanolaminestersalze folgen beispielsweise der Formel (I)

    Figure 00020001
    in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 und R3 unabhängig voneinander für Wasserstoff oder R1CO, R4 für einen Alkylrest mit 1 bis 4 Kohlenstoffatomen m, n und p in Summe für 0 oder Zahlen von 1 bis 12, und X für Halogenid, Alkylsulfat oder Alkylphosphat steht. Typische Beispiele für Esterquats, die im Sinne der Erfindung Verwendung finden können, sind Produkte auf Basis von Capronsäure, Caprylsäure, Caprinsäure, Laurinsäure, Myristinsäure, Palmitinsäure, Isostearinsäure, Stearinsäure, Ölsäure, Elaidinsäure, Arachinsäure, Behensäure und Erucasäure sowie deren technische Mischungen, wie sie beispielsweise bei der Druckspaltung natürlicher Fette und Öle anfallen. Vorzugsweise werden gesättigte oder überwiegend gesättigte Fettsäuren wie z.B. Talg- oder Palmfettsäure eingesetzt. Zur Herstellung der quaternierten Ester können die Fettsäuren und das Triethanolamin im molaren Verhältnis von 1,1 : 1 bis 3 : 1 eingesetzt werden. Im Hinblick auf die anwendungstechnischen Eigenschaften der Esterquats hat sich ein Einsatzverhältnis von 1,2:1 bis 2,2:1, vorzugsweise 1,5:1 bis 1,9:1 als besonders vorteilhaft erwiesen. Die bevorzugten Esterquats stellen technische Mischungen von Mono-, Di- und Triestern mit einem durchschnittlichen Veresterungsgrad von 1,5 bis 1,9 dar und leiten sich von der Talgfettsäure ab. Aus anwendungstechnischer Sicht haben sich quaternierte Fettsäuretriethanolaminestersalze der Formel (I) als besonders vorteilhaft erwiesen, in der R1CO für den Acylrest der Talgfettsäure, R2 für R1CO, R3 für Wasserstoff, R4 für eine Methylgruppe, m, n und p für 0 und X für Methylsulfat steht.The quaternized fatty acid triethanolamine ester salts follow, for example, the formula (I)
    Figure 00020001
    in which R 1 CO for an acyl radical with 6 to 22 carbon atoms, R 2 and R 3 independently of one another for hydrogen or R 1 CO, R 4 for an alkyl radical with 1 to 4 carbon atoms m, n and p in total for 0 or numbers from 1 to 12, and X represents halide, alkyl sulfate or alkyl phosphate. Typical examples of ester quats which can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachic acid, behenic acid and erucic acid and their technical mixtures, such as they occur, for example, in the pressure splitting of natural fats and oils. Saturated or predominantly saturated fatty acids such as tallow or palm fatty acid are preferably used. The fatty acids and the triethanolamine can be used in a molar ratio of 1.1: 1 to 3: 1 to produce the quaternized esters. With regard to the application properties of the ester quats, an application ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1, has proven to be particularly advantageous. The preferred esterquats are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from tallow fatty acid. From an application point of view, quaternized fatty acid triethanolamine ester salts of the formula (I) have proven to be particularly advantageous in which R 1 CO for the acyl radical of tallow fatty acid, R 2 for R 1 CO, R 3 for hydrogen, R 4 for a methyl group, m, n and p represents 0 and X represents methyl sulfate.

    Neben den quaternierten Fettsäuretriethanolaminestersalzen kommen als Esterquats ferner auch quaternierte Estersalze von Fettsäuren mit Diethanolalkylaminen der Formel (II) in Betracht,

    Figure 00040001
    in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, vorzugsweise für einen Acylrest der sich von der Talgfettsäure ableitet, R2 für Wasserstoff oder R1CO, R4 und R5 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.In addition to the quaternized fatty acid triethanolamine ester salts, quaternized ester salts of fatty acids with diethanolalkylamines of the formula (II) are also suitable as esterquats,
    Figure 00040001
    in which R 1 CO for an acyl radical having 6 to 22 carbon atoms, preferably for an acyl radical derived from tallow fatty acid, R 2 for hydrogen or R 1 CO, R 4 and R 5 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total represents 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.

    Als weitere Gruppe geeigneter Esterquats sind schließlich die quaternierten Estersalze von Fettsäuren mit 1,2-Dihydroxypropyldialkylaminen der Formel (III) zu nennen,

    Figure 00050001
    in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, vorzugsweise für einen Acylrest der sich von der Talgfettsäure enthaltenden Fettsäuremischung ableitet, R2 für Wasserstoff oder R1CO, R4, R6 und R7 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.Finally, the quaternized ester salts of fatty acids with 1,2-dihydroxypropyl dialkylamines of the formula (III) should be mentioned as a further group of suitable ester quats,
    Figure 00050001
    in which R 1 CO is an acyl radical having 6 to 22 carbon atoms, preferably an acyl radical derived from the fatty acid mixture containing tallow fatty acid, R 2 is hydrogen or R 1 CO, R 4 , R 6 and R 7 are, independently of one another, alkyl radicals having 1 up to 4 carbon atoms, m and n in total represent 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.

    Hinsichtlich des optimalen Veresterungsgrades gelten die für (I) genannten Beispiele auch für die Esterquats der Formeln (II) und (III). Üblicherweise gelangen die Esterquats in Form 50 bis 90 Gew.-%iger alkoholischer Lösungen in den Handel, die bei Bedarf problemlos mit Wasser verdünnt werden können.With regard to the optimal degree of esterification, the examples given for (I) also apply to the esterquats of the formulas (II) and (III) . The esterquats are usually commercially available in the form of 50 to 90% strength by weight alcoholic solutions, which can be diluted with water if required.

    Quaternierte FettsäureimidazolineQuaternized fatty acid imidazolines

    Quaternierte Fettsäureimidazoline stellen ebenfalls bekannte kationische Tenside dar, die man üblicherweise durch Kondensation von Fettsäuren mit Diaminen, vorzugsweise Ethylendiaminen und nachfolgende Quaternierung mit Alkylhalogeniden oder Dialkylsulfaten erhält. Verfahren zur Herstellung der Imidazoline und ihrer Quaternierungsprodukte sind beispielsweise aus den Druckschriften DE-A1 40 20 271, DE-A1 40 38 983 bekannt. Die Imidazoline können dabei auch Anteile an offenkettigen Hydrolyseprodukten enthalten. Üblicherweise folgen sie aber der Formel (IV),

    Figure 00050002
    in der R8 für einen Alkyl- und/oder Alkenylrest mit 7 bis 21, vorzugsweise 11 bis 17 Kohlenstoffatomen, R9 für gegebenenfalls hydroxysubstituierte Alkylreste mit 1 bis 4 Kohlenstoffatomen oder einen Benzylrest, R10 für hydroxysubstituierte Alkylreste mit 2 bis 4 Kohlenstoffatomen oder einen CH2CH2NHCOR8- Rest und X für Halogenid oder Alkylsulfat steht. In einer besonderen Ausführungsform der Erfindung werden Produkte eingesetzt, die sich von der Ölsäure oder einem überwiegend Ölsäure enthaltenden Fettsäureschnitt ableiten. Besonders bevorzugt sind quaternierte Fettsäureimidazoline, die man durch Kondensation von Ölsäure mit Diethylentriamin oder Aminoethylethanolamin und nachfolgende Quatemierung mit Dimethylsulfat oder Methylchlorid erhält. Das Gewichtsverhältnis der beiden Komponenten (a) und (b) in den erfindungsgemäßen Textilausrüstungsmitteln kann dabei 90 : 10 bis 10 : 90, vorzugsweise 15 :85 bis 50 : 50 und insbesondere 20 : 80 bis 25 : 75 betragen.Quaternized fatty acid imidazolines are also known cationic surfactants which are usually obtained by condensation of fatty acids with diamines, preferably ethylenediamines and subsequent quaternization with alkyl halides or dialkyl sulfates. Methods for producing the imidazolines and their quaternization products are known, for example, from the publications DE-A1 40 20 271, DE-A1 40 38 983 . The imidazolines can also contain proportions of open-chain hydrolysis products. Usually they follow the formula (IV) ,
    Figure 00050002
    in which R 8 represents an alkyl and / or alkenyl radical having 7 to 21, preferably 11 to 17 carbon atoms, R 9 represents optionally hydroxyl-substituted alkyl radicals having 1 to 4 carbon atoms or a benzyl radical, R 10 represents hydroxyl-substituted alkyl radicals having 2 to 4 carbon atoms or one CH 2 CH 2 NHCOR 8 - radical and X represents halide or alkyl sulfate. In a particular embodiment of the invention, products are used which are derived from oleic acid or a fatty acid cut containing predominantly oleic acid. Quaternized fatty acid imidazolines which are obtained by condensation of oleic acid with diethylenetriamine or aminoethylethanolamine and subsequent quaternization with dimethyl sulfate or methyl chloride are particularly preferred. The weight ratio of the two components (a) and (b) in the textile finishing agents according to the invention can be 90:10 to 10:90, preferably 15:85 to 50:50 and in particular 20:80 to 25:75.

    Gewerbliche AnwendbarkeitIndustrial applicability

    Die erfindungsgemäße Verwendung verleiht textilen Flächengebilden, vorzugsweise Blue Denim-Gewebe, nicht nur einen angenehmen Weichgriff, sondern schützt auch zuverlässig gegen Vergilbung. Der Gegenstand der Erfindung betrifft daher die Verwendung der Mischungen als Ausrüstungsmittel zur gleichzeitigen Avivage und Vergilbungsstabilisierung von textilen Flächengebilden. Die Mittel selbst liegen üblicherweise als wäßrige Lösungen oder Pasten mit einem Aktivsubstanzgehalt im Bereich von 5 bis 30 Gew.-% vor. Zur Viskositätseinstellung können sie ferner beispielsweise Elektrolytsalze enthalten. The use according to the invention gives textile fabrics, preferably blue denim fabrics, not only a pleasant soft grip, but also reliably protects against yellowing. The The invention therefore relates to the use of the mixtures as finishing agents for simultaneous softening and yellowing stabilization of textile fabrics. The means themselves are usually in the form of aqueous solutions or pastes with an active substance content in the range of 5 to 30% by weight. To adjust the viscosity, they can also contain, for example, electrolyte salts.

    BeispieleExamples

    Die Bewertung der Ozonstabilisierung wurde an Hand von Blue Denim Gewebe geprüft. Die Testsubstanzen wurden nach dem Foulard-Verfahren appliziert: Einsatzmenge 30 g/l, 20°C, Flottenaufnahme 70 %, pH = 5,5 bis 6,5. Das Aufziehen erfolgte in einer Horizontal-Waschmaschine, die Einsatzmenge betrug 4 Gew.-% vom Warengewicht (50°C, 20 min, pH = 5,5 bis 6,5, Flottenverhältnis 1:20). Grundlage der Bewertung ist der Ozontest gemäß AATCC 109-1992 mittels einer Ozonkammer des Typs TriC-03 der Firma Textile Innovators Corp./USA. Die Beurteilung des Ozonschutzes erfolgte an Hand eines Graumaßstabs, der Griff wurde im Paneltest bestimmt: 6 = sehr gut, 1 = schlecht. Die Ergebnisse sind in Tabelle 1 zusammengefaßt. Folgende Tenside wurden eingesetzt:

  • A1) Methylquaterniertes Fettsäureimidazolin, hergestellt aus Ölsäure der lodzahl 90 bis 100 und Aminoethylethanolamin, in Form des Methylsulfatsalzes;
  • A2) Methylquaterniertes Fettsäureminidazolin, hergestellt aus Ölsäure der lodzahl 85 bis 90 und Aminoethylethanolamin, in Form des Methylsulfatsalzes;
  • A3) Methylquatemiertes Fettsäureminidazolin, hergestellt aus Tallölfettsäure und Aminoethylethanolamin, in Form des Methylsulfatsalzes;
  • B1) Methylquaternierter Ditalgfettsäuretriethanolaminester in Form des Methylsulfatsalzes. Vergrauung und Weichgriff (Mengenangaben als Gew.-%) R1 R2 R3 R4 Quat. Fettsäureimidazolin A1 12,3 - - - Quat. Fettsäureimidazolin A2 - 12,3 - - Quat. Fettsäureimidazolin A3 - - 7,1 - Esterquat B1 3,2 3,2 8,4 - Wasser ad 100 Graumaßstab 4,0 4,5 3,5 2,5 Weichgriff 4,5 5,0 5,5 1,0
    • The assessment of ozone stabilization was checked using blue denim fabric. The test substances were applied by the padding method: 30 g / l, 20 ° C., liquor pick-up 70%, pH = 5.5 to 6.5. The assembly was carried out in a horizontal washing machine, the amount used was 4% by weight of the product weight (50 ° C., 20 min, pH = 5.5 to 6.5, liquor ratio 1:20). The evaluation is based on the ozone test according to AATCC 109-1992 using a TriC-03 ozone chamber from Textile Innovators Corp./USA. The ozone protection was assessed using a gray scale, the grip was determined in the panel test: 6 = very good, 1 = bad. The results are summarized in Table 1. The following surfactants were used:
  • A1) Methyl-quaternized fatty acid imidazoline, prepared from oleic acid of 90 to 100 iodine number and aminoethylethanolamine, in the form of the methyl sulfate salt;
  • A2) Methyl-quaternized fatty acid minidazoline, produced from oleic acid of 85 to 90 iodine number and aminoethylethanolamine, in the form of the methyl sulfate salt;
  • A3) Methyl-quaternized fatty acid minidazoline, made from tall oil fatty acid and aminoethylethanolamine, in the form of the methyl sulfate salt;
  • B1) Methyl-quaternized ditallow fatty acid triethanolamine ester in the form of the methyl sulfate salt. Graying and soft handle (quantities as% by weight) R1 R2 R3 R4 Quat. Fatty acid imidazoline A1 12.3 - - - Quat. Fatty acid imidazoline A2 - 12.3 - - Quat. Fatty acid imidazoline A3 - - 7.1 - Esterquat B1 3.2 3.2 8.4 - water ad 100 Gray scale 4.0 4.5 3.5 2.5 Soft grip 4.5 5.0 5.5 1.0

    • Claims (7)

    1. The use of mixtures containing
      (a) esterquats and
      (b) quaternized fatty acid imidazolines
      for stabilizing flat textiles against yellowing and the effects of ozone.
    2. The use claimed in claim 1, characterized in that esterquats corresponding to formula (I):
      Figure 00100001
      in which R1CO is an acyl group containing 6 to 22 carbon atoms, R2 and R3 independently of one another represent hydrogen or have the same meaning as R1CO, R4 is an alkyl group containing 1 to 4 carbon atoms, m, n and p together stand for 0 or numbers of 1 to 12 and X is halide, alkyl sulfate or alkyl phosphate,
      are used.
    3. The use claimed in claim 1, characterized in that esterquats corresponding to formula (II):
      Figure 00100002
      in which R1CO is an acyl group containing 6 to 22 carbon atoms, R2 is hydrogen or has the same meaning as R1CO, R4 and R5 independently of one another are alkyl groups containing 1 to 4 carbon atoms, m and n together stand for 0 or numbers of 1 to 12 and X stands for halide, alkyl sulfate or alkyl phosphate,
      are used.
    4. The use claimed in claim 1, characterized in that esterquats corresponding to formula (III):
      Figure 00110001
      in which R1CO is an acyl group containing 6 to 22 carbon atoms, R2 is hydrogen or has the same meaning as R1CO, R4, R6 and R7 independently of one another are alkyl groups containing 1 to 4 carbon atoms, m and n together stand for 0 or numbers of 1 to 12 and X stands for halide, alkyl sulfate or alkyl phosphate,
      are used.
    5. The use claimed in claims 1 to 4, characterized in that esterquats corresponding to formulae (I), (II) and/or (III), of which the acyl group R1CO derives completely or predominantly from tallow fatty acid, are used.
    6. The use claimed in claims 1 to 5, characterized in that quaternized fatty acid imidazolines corresponding to formula (IV):
      Figure 00110002
      in which R8 is an alkyl and/or alkenyl group containing 7 to 21 carbon atoms, R9 represents optionally hydroxysubstituted alkyl groups containing 1 to 4 carbon atoms or a benzyl group, R10 represents hydroxysubstituted alkyl groups containing 2 to 4 carbon atoms or a CH2CH2NHCOR8 group and X stands for halide or alkyl sulfate,
      are used.
    7. Textile finishes as claimed in claims 1 to 6, characterized in that they contain component (a) and component (b) in a ratio by weight of 90:10 to 10:90.
    EP97937560A 1996-08-16 1997-08-07 Use of textile finishing agents Expired - Lifetime EP0918901B1 (en)

    Applications Claiming Priority (3)

    Application Number Priority Date Filing Date Title
    DE19633104A DE19633104C1 (en) 1996-08-16 1996-08-16 Use of detergent mixtures of ester-quat(s) and quaternised fatty acid imidazolines
    DE19633104 1996-08-16
    PCT/EP1997/004304 WO1998007920A1 (en) 1996-08-16 1997-08-07 Textile finishing agent

    Publications (2)

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    EP0918901A1 EP0918901A1 (en) 1999-06-02
    EP0918901B1 true EP0918901B1 (en) 2000-12-06

    Family

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    DE (2) DE19633104C1 (en)
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    ES2274142T3 (en) * 2003-06-24 2007-05-16 Cognis Ip Management Gmbh WATERPROOF PREPARATION OF PEARLED GLOSSY.
    CN111778711B (en) * 2020-06-12 2022-12-23 鲁泰纺织股份有限公司 Production process for solving oxidative yellowing of jean shirts
    EP4334363A1 (en) 2021-05-04 2024-03-13 Nutrition & Biosciences USA 4, Inc. Compositions comprising insoluble alpha-glucan
    CN117616054A (en) 2021-07-13 2024-02-27 营养与生物科学美国4公司 Cationic dextran ester derivatives
    EP4426888A1 (en) 2021-11-05 2024-09-11 Nutrition & Biosciences USA 4, Inc. Compositions comprising one cationic alpha- 1,6-glucan derivative and one alpha- 1,3-glucan
    CN118382421A (en) 2021-12-16 2024-07-23 营养与生物科学美国4公司 Compositions comprising cationic alpha-glucan ethers in aqueous polar organic solvents
    EP4554982A1 (en) 2022-07-11 2025-05-21 Nutrition & Biosciences USA 4, Inc. Amphiphilic glucan ester derivatives
    JP2025534620A (en) 2022-10-14 2025-10-17 ニュートリション・アンド・バイオサイエンシーズ・ユーエスエー・フォー，インコーポレイテッド Composition comprising water, a cationic α-1,6-glucan ether, and an organic solvent
    WO2025072417A1 (en) 2023-09-29 2025-04-03 Nutrition & Biosciences USA 4, Inc. Polysaccharide derivatives
    WO2025072416A1 (en) 2023-09-29 2025-04-03 Nutrition & Biosciences USA 4, Inc. Polysaccharide derivatives
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    TR199900274T2 (en) 1999-05-21
    WO1998007920A1 (en) 1998-02-26
    ES2153683T3 (en) 2001-03-01
    PT918901E (en) 2001-04-30
    EP0918901A1 (en) 1999-06-02
    US6402976B1 (en) 2002-06-11
    DK0918901T3 (en) 2001-03-05
    BR9711308A (en) 1999-08-17
    DE59702736D1 (en) 2001-01-11

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